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Triethylamine → Ethyl 2-(cyclopropanecarboxamido)-3-mercaptopropanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| 反応物 | Ethyl 2-amino-3-mercaptopropanoate hydrochloride | HCID 6432754 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Ethyl 2-(cyclopropanecarboxamido)-3-mercaptopropanoate | HCID 57989028 | — |
反応手順
Cyclopropanecarbonyl chloride (3.1 mL) was added to a suspension of triethylamine (4.68 mL) and ethyl 2-amino-3-mercaptopropanoate hydrochloride (5.2 g) in DCM (200 mL) at 0° C. The resulting mixture was allowed to warm to RT and stirred overnight. The reaction was quenched with ethanol and the solvent evaporated. The residue was suspended in ethyl acetate (200 mL) and washed with saturated sodium bicarbonate solution (2×150 mL), aqueous HCl solution (2M, 2×150 mL) and brine (150 mL), then dried over magnesium sulphate, filtered and evaporated. The resulting white solid was purified by silica gel chromatography eluting with 4:1 isohexane:ethyl acetate to give the subtitled compound as a white solid. Yield 5 g.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08629271B2 |
| 出典データセット | uspto-grants-2014_01 |
| ORD ID | ord-65c0d4117133428aa46748f1ce0a26f8 |
| 出典メモ | uspto-grants-2014_01 |